Morris, William J.Shair, Matthew2012-01-192009Morris, William J., and Matthew D. Shair. 2009. Stereoselective synthesis of 2-deoxy-β-glycosides using anomeric o-alkylation/arylation. Organic Letters 11(1): 9–12.1523-7060http://nrs.harvard.edu/urn-3:HUL.InstRepos:7982717Anomeric O-alkylation/arylation is applied to the synthesis of 2-deoxy-β-glycosides. Treatment of lactols with NaH in dioxane followed by the addition of electrophiles leads to the formation of 2-deoxy-β-glycosides in high yield and high selectivity. The high β-selectivity observed here demonstrates a powerful stereoelectronic effect for the stereoselective formation of acetals under kinetic control.en-USJournal Article2012-01-1910.1021/ol8022006